4-(Trifluoromethyl)benzaldehyde → HCID 67188092, compound

HRID 735898Notes

Reaction equation

HRID 735898 reaction equation
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[C:4]([C:14]2[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=2)=[CH:3][CH:2]=1.[F:21][C:22]([F:32])([F:31])[C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=1>>[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[C:4]([C:14]2[CH:20]=[CH:19][C:17]([NH:18][CH2:27][C:26]3[CH:25]=[CH:24][C:23]([C:22]([F:21])([F:31])[F:32])=[CH:30][CH:29]=3)=[CH:16][CH:15]=2)=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 679964-(Trifluoromethyl)benzaldehydeHCID 585107654-(dibenzo[b,d]furan-4-yl)aniline

Product 1

HCID 67188092HCID 67188092, compoundYield 78%

Procedure

The same procedure as employed in the preparation of Example 226 (step a) but using 4-dibenzo[b,d]furan-4-ylaniline and 4-(trifluoromethyl)benzaldehyde gave the title compound as a colorless oil (78%). 1H NMR (DMSO-d6, 300 MHz) δ 8.15 (d, 1H, J=7.1 Hz), 8.01 (m, 1H), 7.7548 (m, 9H), 7.44-7.37 (m, 2H), 6.74 (m, 3H), 4.47 (m, 2H). M−(LC/MS(ESI)): 416.2; M+(LC/MS(ESI)): 418.2. HPLC (Condition A), Rt: 5.72 min (HPLC purity: 99.3%).

Workup

  1. customThe same procedure as employed in the preparation of Example 226 (step a) but

Sources & evidence

ORD record
ord-930d55231ce14556b9fc8efa1c3ab7cf
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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